Cannabis Compound Database: Showing Compound Card for Hexyl acetate (CDB000065)

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Record Information

Version

1.0

Created at

2020-03-18 23:23:29 UTC

Updated at

2020-11-18 16:34:43 UTC

CannabisDB ID

CDB000065

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Hexyl acetate

Description

Hexyl acetate, also known as N-hexyl ethanoate or hexyl acetic acid, belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). Hexyl acetate is a very hydrophobic molecule, practically insoluble in water, very soluble in alcohols and relatively neutral. It is a naturally occurring organic compound found in many fruits such as apples and plums. Hexyl acetate is a sweet, apple, and banana tasting compound and has a fruity odor. Hexyl acetate is found in the highest concentrations in highbush blueberries and has been detected in alcoholic beverages, pears, oats, roman camomiles, and sweet cherries making it a potential biomarker for the consumption of these foods. Hexyl acetate is one of the simple esters that have been identified in cannabis plant (PMID: 6991645 ). Hexyl acetate is mainly used as a solvent for resins, polymers, fats and oils and as a paint additive to improve its dispersion on a surface ( Ref:DOI ).

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
N-Hexyl ethanoate	ChEBI
N-Hexyl ethanoic acid	Generator
Hexyl acetic acid	Generator
1-Hexyl acetate	HMDB
1-Octanamine, hydrochloride	HMDB
Acetate C6	HMDB
Acetic acid N-hexyl ester	HMDB
Acetic acid, hexyl ester	HMDB
FEMA 2565	HMDB
Hexyl alcohol, acetate	HMDB
Hexyl ester OF acetic acid	HMDB
Hexyl ethanoate	HMDB
Methylamyl acetate	HMDB
N-Hexyl acetate	HMDB

Chemical Formula

C₈H₁₆O₂

Average Molecular Weight

144.21

Monoisotopic Molecular Weight

144.115

IUPAC Name

hexyl acetate

Traditional Name

hexyl acetate

CAS Registry Number

142-92-7

SMILES

CCCCCCOC(C)=O

InChI Identifier

InChI=1S/C8H16O2/c1-3-4-5-6-7-10-8(2)9/h3-7H2,1-2H3

InChI Key

AOGQPLXWSUTHQB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Carboxylic acid esters

Alternative Parents

Substituents

Carboxylic acid ester
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

acetate ester (CHEBI:87510 )
Wax monoesters (LMFA07010184 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biofluid and excreta:

Feces

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	-81 °C	Not Available
Boiling Point	155–156 °C	Wikipedia
Water Solubility	0.51 mg/mL at 25 °C	Not Available
logP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.02	ALOGPS
logP	2.14	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	40.49 m³·mol⁻¹	ChemAxon
Polarizability	17.57 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-052f-9000000000-f72b4cda7606150aa804	2015-03-01	View Spectrum
GC-MS	Hexyl acetate, non-derivatized, GC-MS Spectrum	splash10-052f-9000000000-a501dc38f24dd902d772	Spectrum
GC-MS	Hexyl acetate, non-derivatized, GC-MS Spectrum	splash10-052f-9000000000-8bde2be982cc06c303c6	Spectrum
GC-MS	Hexyl acetate, non-derivatized, GC-MS Spectrum	splash10-0a5c-9000000000-6b68e54666d458c23e6b	Spectrum
GC-MS	Hexyl acetate, non-derivatized, GC-MS Spectrum	splash10-0ab9-9000000000-d6e7e57e88fb673af069	Spectrum
GC-MS	Hexyl acetate, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-88601f99d038175f4279	Spectrum
GC-MS	Hexyl acetate, non-derivatized, GC-MS Spectrum	splash10-052f-9000000000-a501dc38f24dd902d772	Spectrum
GC-MS	Hexyl acetate, non-derivatized, GC-MS Spectrum	splash10-052f-9000000000-8bde2be982cc06c303c6	Spectrum
GC-MS	Hexyl acetate, non-derivatized, GC-MS Spectrum	splash10-0a5c-9000000000-6b68e54666d458c23e6b	Spectrum
GC-MS	Hexyl acetate, non-derivatized, GC-MS Spectrum	splash10-0ab9-9000000000-d6e7e57e88fb673af069	Spectrum
GC-MS	Hexyl acetate, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-88601f99d038175f4279	Spectrum
Predicted GC-MS	Hexyl acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-9000000000-3491fb3e8a6ab76ee998	Spectrum
Predicted GC-MS	Hexyl acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-4900000000-28caa8bae540fff6cabf	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-9200000000-18516c816e1df27baa97	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-1a25a9f1204ec52e74df	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-5900000000-c31f6fce2a7579cc03eb	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4l-9300000000-50527105286023147cca	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9000000000-898dec7fbf687dff6f20	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4l-9000000000-14261d9db48ae9874c3a	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052f-9000000000-baac9328bd41e72b1fb6	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-3db04ec4ac853aef0df9	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-1900000000-2ac8b7ac46df462cdaaa	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9000000000-c01bbbf5bed889264ddb	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9000000000-3e44aaba3cc3df109037	2021-09-24	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 15.09 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Spectrum

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Protein Name	Gene Name	Locus	Uniprot ID	Details
Taste receptor type 1 member 3	TAS1R3	1p36.33	Q7RTX0	details
Taste receptor type 1 member 2	TAS1R2	1p36.13	Q8TE23	details

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0029980

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB001267

KNApSAcK ID

C00035701

Chemspider ID

8568

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Hexyl_acetate

METLIN ID

Not Available

PubChem Compound

8908

PDB ID

Not Available

ChEBI ID

87510

References

General References

Turner CE, Elsohly MA, Boeren EG: Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J Nat Prod. 1980 Mar-Apr;43(2):169-234. doi: 10.1021/np50008a001. [PubMed:6991645 ]

Showing Compound Card for Hexyl acetate (CDB000065)

Structure for CDB000065 (Hexyl acetate)